| Identification | More | [Name]
N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate | [CAS]
212333-72-7 | [Synonyms]
S-(1-OXIDO-2-PYRIDYL)-N,N,N',N'-TETRAMETHYLTHIURONIUM-PF6
N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuron
S-(1-Oxido-2-pyridyl)-N,N,N',N'-tetramethylthiuron
HOTT N,N,N'',N''-TETRAMETHYL-S-(1-OXIDO-2-PYRIDYL)THIURONIUM HEXAFLUOROPHOSPHATE
HOTT
N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate
S-(1-Oxido-2-pyridyl)-thio-N,N,N,N-tetramethyluronium hexafluorophosphate
S-(2-Pyridyl)-N,N,Nμ,Nμ-tetramethylthiuronium N-oxide hexafluorophosphate, N,N,Nμ,Nμ-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate | [EINECS(EC#)]
805-907-2 | [Molecular Formula]
C10H17F6N3OPS- | [MDL Number]
MFCD05865266 | [Molecular Weight]
372.29 | [MOL File]
212333-72-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
120-125 °C | [storage temp. ]
−20°C | [solubility ]
acetonitrile, CH2Cl2, THF (moderate solubility) | [form ]
Powder | [color ]
White to yellow | [Sensitive ]
Moisture Sensitive | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C10H16N3OS.F6P/c1-11(2)10(12(3)4)15-9-7-5-6-8-13(9)14;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1 | [InChIKey]
UCOGEMMJHLHOAW-UHFFFAOYSA-N | [SMILES]
[S+](C1=CC=CC=[N+]1[O-])=C(N(C)C)N(C)C.[P-](F)(F)(F)(F)(F)F | [CAS DataBase Reference]
212333-72-7(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
N,N,N',N'-Tetramethyl-S-(1-oxido-2-pyridyl)thiuronium hexafluorophosphate is white to pale brown crystalline powder
| [Uses]
N,N,N’,N’-Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is a reagent used in the preparation of hindered Barton esters from hindered carboxylic acid precursors. N,N,N’,N’-Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is also used as a coupling reagents for peptide bond formations and amidation reactions. | [Uses]
N,N,N’N’Tetramethyl-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is a reagent used in the preparation of hindered Barton esters from hindered carboxylic acid precursors. N,N,N’N’Tetramethy
l-S-(1-oxido-2-pyridyl)thiouronium Hexafluorophosphate is also used as a coupling reagents for peptide bond formations and amidation reactions. | [reaction suitability]
reaction type: Coupling Reactions | [Synthesis]
S-(1-Oxido-2-pyridinyl)-1,1,3,3-tetramethylthiouronium Hexafluorophosphate (HOTT) can be prepared by slowly adding Et3N to a dry CH2Cl2 solution of 2-mercaptopyridine-N-oxide and tetramethylchloroformamidinium hexafluorophosphate. After the removal of CH2Cl2 from the reaction mixture, the resulting solid mass is pulverized, washed with CHCl3, and then filtered to give a white solid of sufficient purity to be used in subsequent reactions.
| [Precautions]
It is advised to protect the solid from prolonged exposure to light since 2- mercaptopyridine N-oxide and related compounds can be light-sensitive.
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